Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMGP14010003
Common NameGlc-GP(18:0/18:0)
Systematic Name1,2-dioctadecanoyl-sn-glycero-3-phospho-(1'-β-D-glucose)
SynonymsPhosphatidylglucose(18:0/18:0); PtdGlc(18:0/18:0); Glc-GP(36:0); Glc-
Exact Mass
866.5884 (neutral)    Calculate m/z:
CategoryGlycerophospholipids [GP]
Main ClassGlycosylglycerophospholipids [GP14]
Sub ClassDiacylglycosylglycerophospholipids [GP1401]
AbbrevGlc-GP 36:0
Abbrev ChainsGlc-GP 18:0/18:0
PubChem CID70698917
InChIKeyVYOXFELMLUEHPF-OHZDWBSSSA-N  Show lipids differing only in stereochemistry/bond geometry
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ReferencesA world of sphingolipids and glycolipids in the brain-
Novel functions of simple lipids modified with glucose
Yoshio Hirabayashi, Proc. Jpn. Acad., Ser. B 88 (2012)
Calculated physicochemical properties (?):
 Heavy Atoms59Rings1Aromatic Rings0Rotatable Bonds43
 van der Waals
Molecular Volume
903.52Topological Polar
Surface Area
Bond Donors
Bond Acceptors
LIPID MAPS® abbreviations for glycerophospholipids (GP)

The LIPID MAPS® glycerophospholipid abbreviations (PC, PE, etc.) are used here to refer to species with one or two radyl side-chains where the structures of the side chains are indicated within parentheses in the 'Headgroup(sn1/sn2)' format (e.g. PC(16:0/18:1(9Z)). By default, R stereochemistry at the C-2 carbon of glycerol and attachment of the headgroup at the sn3 position is assumed. Also, acyl chains are assumed by default. The 'O-' prefix is used to indicate the presence of an alkyl ether substituent e.g. PC(O-16:0/18:1(9Z)), whereas the 'P-' prefix is used for the 1Z-alkenyl ether (Plasmalogen) substituent e.g. PC(P-16:0/18:1(9Z)).

For molecules with opposite (S) stereochemistry at C2 of the glycerol group and attachment of the headgroup at the sn1 position, the stereochemistry specification of [S] is appended to the abbreviation. The 'Headgroup(sn3/sn2)' abbreviation format is used.

For molecules with unknown stereochemistry at the C-2 carbon of the glycerol group, the stereochemistry specification of [U] is appended to the abbreviation and the structure is drawn with C-2 stereochemistry unspecified.